Hmdb loader

Showing metabocard for 4-Fumarylacetoacetic acid (HMDB0001268)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:34 UTC
HMDB IDHMDB0001268
Secondary Accession Numbers
  • HMDB0001428
  • HMDB01268
  • HMDB01428
Metabolite Identification
Common Name4-Fumarylacetoacetic acid
Description4-Fumarylacetoacetic acid, also known as fumarylacetoacetate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. In humans, 4-fumarylacetoacetic acid is involved in the metabolic disorder called tyrosinemia type 3 (tyro3). 4-Fumarylacetoacetic acid has been detected, but not quantified in, several different foods, such as evergreen huckleberries (Vaccinium ovatum), mundus (Garcinia dulcis), persimmons (Diospyros), nopals (Opuntia cochenillifera), and common buckwheats (Fagopyrum esculentum). This could make 4-fumarylacetoacetic acid a potential biomarker for the consumption of these foods. 4-Fumarylacetoacetic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 4-Fumarylacetoacetic acid.
Structure
Data?1676999734
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001268 (4-Fumarylacetoacetic acid)


  Mrv1652309042000202D          

 14 13  0  0  0  0            999 V2000
10009.830310008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.114810008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.400710008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.686010008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.970910008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.256210008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.541510008.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.256210009.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.400710007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.546010008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.259510008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.975010008.9496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.259510007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.830310007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 14  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
Download

3D MOL for HMDB0001268 (4-Fumarylacetoacetic acid)

HMDB0001268
     RDKit          3D
4-Fumarylacetoacetic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
    4.3209    0.0376   -1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1756    0.0797   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2881    0.3500    0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.1406    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -0.3988   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -0.6177    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.5952    1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078   -0.8844   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -1.0632    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754   -2.1702    0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    0.1196    0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465    0.7624   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7072    0.3018   -1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2632    1.8769    0.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    1.2868    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -0.0983    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -0.4461   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -0.1045   -1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754   -1.8529   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -0.1524    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.8829    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9089    2.8265    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  8 18  1  0
  8 19  1  0
 11 20  1  0
 11 21  1  0
 14 22  1  0
M  END
Download

3D SDF for HMDB0001268 (4-Fumarylacetoacetic acid)


  Mrv1652309042000202D          

 14 13  0  0  0  0            999 V2000
10009.830310008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.114810008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.400710008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.686010008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.970910008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.256210008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.541510008.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.256210009.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.400710007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.546010008.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.259510008.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.975010008.9496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.259510007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.830310007.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 14  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001268

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC(=O)CC(=O)\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+

> <INCHI_KEY>
GACSIVHAIFQKTC-OWOJBTEDSA-N

> <FORMULA>
C8H8O6

> <MOLECULAR_WEIGHT>
200.1455

> <EXACT_MASS>
200.032087988

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.284079207301815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-4,6-dioxooct-2-enedioic acid

> <ALOGPS_LOGP>
-0.19

> <JCHEM_LOGP>
0.4027936060000003

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8947874187334905

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0462803866743133

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057634181873521

> <JCHEM_POLAR_SURFACE_AREA>
108.74000000000001

> <JCHEM_REFRACTIVITY>
44.3974

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-fumarylacetoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001268 (4-Fumarylacetoacetic acid)

HMDB0001268
     RDKit          3D
4-Fumarylacetoacetic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
    4.3209    0.0376   -1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1756    0.0797   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2881    0.3500    0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.1406    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -0.3988   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -0.6177    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.5952    1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078   -0.8844   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -1.0632    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3754   -2.1702    0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    0.1196    0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465    0.7624   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7072    0.3018   -1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2632    1.8769    0.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    1.2868    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -0.0983    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -0.4461   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -0.1045   -1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754   -1.8529   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -0.1524    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.8829    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9089    2.8265    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  8 18  1  0
  8 19  1  0
 11 20  1  0
 11 21  1  0
 14 22  1  0
M  END
Download

PDB for HMDB0001268 (4-Fumarylacetoacetic acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8685.0178682.603   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8683.6818683.373   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8682.3488682.603   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8681.0148683.373   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8679.6798682.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8678.3458683.373   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8677.0118682.603   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8678.3458684.912   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8682.3488681.063   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8686.3538683.373   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8687.6848682.603   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8689.0208683.373   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8687.6848681.063   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8685.0178681.063   0.000  0.00  0.00           O+0
CONECT    1    2   10   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
Download

3D PDB for HMDB0001268 (4-Fumarylacetoacetic acid)

COMPND    HMDB0001268
HETATM    1  O1  UNL     1       4.321   0.038  -1.672  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.176   0.080  -0.428  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.288   0.350   0.349  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.890  -0.141   0.232  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.763  -0.399  -0.428  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.488  -0.618   0.225  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.318  -0.595   1.473  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.708  -0.884  -0.612  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.929  -1.063   0.193  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.375  -2.170   0.377  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.598   0.120   0.769  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.546   0.762  -0.182  1.00  0.00           C  
HETATM   13  O5  UNL     1      -3.707   0.302  -1.341  1.00  0.00           O  
HETATM   14  O6  UNL     1      -4.263   1.877   0.202  1.00  0.00           O  
HETATM   15  H1  UNL     1       5.575   1.287   0.604  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.810  -0.098   1.309  1.00  0.00           H  
HETATM   17  H3  UNL     1       1.808  -0.446  -1.502  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.836  -0.104  -1.393  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.475  -1.853  -1.137  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.217  -0.152   1.669  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.871   0.883   1.169  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.909   2.826   0.127  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   15
CONECT    4    5    5   16
CONECT    5    6   17
CONECT    6    7    7    8
CONECT    8    9   18   19
CONECT    9   10   10   11
CONECT   11   12   20   21
CONECT   12   13   13   14
CONECT   14   22
END
Download

SMILES for HMDB0001268 (4-Fumarylacetoacetic acid)

OC(=O)CC(=O)CC(=O)\C=C\C(O)=O
Download

INCHI for HMDB0001268 (4-Fumarylacetoacetic acid)

InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
FumarylacetoacetoneChEBI
FumarylacetoacetateKegg
Fumarylacetoacetic acidGenerator
4-FumarylacetoacetateGenerator
4-Fumaryl-acetoacetateHMDB
(2E)-4,6-Dioxo-2-octenedioic acidHMDB
4-Fumarylacetoacetic acidHMDB
Chemical FormulaC8H8O6
Average Molecular Weight200.1455
Monoisotopic Molecular Weight200.032087988
IUPAC Name(2E)-4,6-dioxooct-2-enedioic acid
Traditional Name4-fumarylacetoacetic acid
CAS Registry Number28613-33-4
SMILES
OC(=O)CC(=O)CC(=O)\C=C\C(O)=O
InChI Identifier
InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+
InChI KeyGACSIVHAIFQKTC-OWOJBTEDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct ParentMedium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Beta-keto acid
  • 1,3-diketone
  • Beta-hydroxy ketone
  • Dicarboxylic acid or derivatives
  • Unsaturated fatty acid
  • 1,3-dicarbonyl compound
  • Fatty acyl
  • Enone
  • Acryloyl-group
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.65 g/LALOGPS
logP-0.19ALOGPS
logP0.4ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)3.05ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area108.74 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity44.4 m³·mol⁻¹ChemAxon
Polarizability17.28 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+142.57632859911
AllCCS[M-H]-138.72232859911
DeepCCS[M+H]+139.79230932474
DeepCCS[M-H]-136.67330932474
DeepCCS[M-2H]-173.47330932474
DeepCCS[M+Na]+149.01230932474
AllCCS[M+H]+142.632859911
AllCCS[M+H-H2O]+138.832859911
AllCCS[M+NH4]+146.132859911
AllCCS[M+Na]+147.132859911
AllCCS[M-H]-138.732859911
AllCCS[M+Na-2H]-139.632859911
AllCCS[M+HCOO]-140.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.51 minutes32390414
Predicted by Siyang on May 30, 20229.8932 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.1 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid91.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid975.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid299.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid74.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid177.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid56.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid251.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid319.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)215.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid658.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid161.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid959.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid214.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid217.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate681.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA230.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water287.9 seconds40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Fumarylacetoacetic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O1850.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O1802.6Standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O2928.3Standard polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O1810.5Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O1784.1Standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O2756.6Standard polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #3C[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O2029.7Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #3C[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O1850.0Standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #3C[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O3160.2Standard polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #4C[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O2001.7Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #4C[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O1801.9Standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #4C[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O3259.3Standard polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #5C[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O2028.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #5C[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O1863.9Standard non polar33892256
4-Fumarylacetoacetic acid,1TMS,isomer #5C[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O3080.4Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C1885.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C1869.5Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C2255.4Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C2101.4Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C1960.9Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C2582.1Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C2063.0Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C1925.8Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C2518.5Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C2097.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C1957.6Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C2523.3Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C2114.4Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C1955.1Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C2464.1Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #6C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C2055.0Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #6C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C1877.4Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #6C[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C2506.9Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #7C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C2106.0Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #7C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C1941.6Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #7C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C2506.4Standard polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #8C[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C2270.0Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #8C[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C2041.8Standard non polar33892256
4-Fumarylacetoacetic acid,2TMS,isomer #8C[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C2735.4Standard polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2137.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1984.7Standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2195.5Standard polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C2027.2Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C1968.9Standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C2105.1Standard polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2116.3Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1991.6Standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2218.9Standard polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2273.3Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2099.8Standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2362.7Standard polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2231.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2062.5Standard non polar33892256
4-Fumarylacetoacetic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2392.4Standard polar33892256
4-Fumarylacetoacetic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2234.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2121.2Standard non polar33892256
4-Fumarylacetoacetic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2112.5Standard polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O2091.2Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O2027.7Standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CC(=O)/C=C/C(=O)O2876.6Standard polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O2060.9Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O2007.4Standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O2742.8Standard polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O2267.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O2052.0Standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)/C=C/C(=O)O)CC(=O)O3069.9Standard polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O2235.8Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O2015.4Standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CC(=O)O)CC(=O)/C=C/C(=O)O3132.8Standard polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O2268.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O2065.8Standard non polar33892256
4-Fumarylacetoacetic acid,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CC(=O)CC(=O)O)/C=C/C(=O)O2997.4Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C2345.8Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C2331.3Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C2442.9Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2538.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2384.8Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(=CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2656.8Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2498.5Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2345.9Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2623.0Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2538.3Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2373.6Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC(=O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2627.6Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C2590.8Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C2352.8Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C2591.9Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C2515.3Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C2334.4Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C2595.7Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C2555.9Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C2369.4Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O)O[Si](C)(C)C(C)(C)C2615.1Standard polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2715.3Semi standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2434.9Standard non polar33892256
4-Fumarylacetoacetic acid,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=CC(=O)O)C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C2777.4Standard polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2808.6Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2605.8Standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2491.8Standard polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2659.1Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2597.4Standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C=C(CC(=O)/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2418.9Standard polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2770.8Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2629.8Standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=O)C=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2506.2Standard polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2929.7Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2679.9Standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2613.7Standard polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2980.5Semi standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2683.6Standard non polar33892256
4-Fumarylacetoacetic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)/C=C/C(=CC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2623.3Standard polar33892256
4-Fumarylacetoacetic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3121.7Semi standard non polar33892256
4-Fumarylacetoacetic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2844.0Standard non polar33892256
4-Fumarylacetoacetic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C=C(C=C(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2498.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Fumarylacetoacetic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-9300000000-7b2ae90eb353073cb6522017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Fumarylacetoacetic acid GC-MS (2 TMS) - 70eV, Positivesplash10-05bu-7092000000-254fb0c9b4683fd48ef12017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Fumarylacetoacetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Fumarylacetoacetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 10V, Positive-QTOFsplash10-0fsi-1920000000-f36f976fb4a0271e936b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 20V, Positive-QTOFsplash10-000i-6900000000-692cbcc9f99aac913e422016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 40V, Positive-QTOFsplash10-00rj-9200000000-8e21be4180492b988f542016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 10V, Negative-QTOFsplash10-0a4j-1900000000-ea634f49698a94be63112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 20V, Negative-QTOFsplash10-0a4i-5900000000-4d5261faac7c9dc29c362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 40V, Negative-QTOFsplash10-0a4i-9500000000-17b0a81ad882f626ac2a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 10V, Negative-QTOFsplash10-0bt9-3900000000-0353447aa417ab1cef292021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 20V, Negative-QTOFsplash10-014i-9600000000-fabbd099eded8f7879a92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 40V, Negative-QTOFsplash10-014i-9000000000-e4bd7674e02d56b3573f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 10V, Positive-QTOFsplash10-001r-4900000000-80aa92977bd40f96e7402021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 20V, Positive-QTOFsplash10-00kb-9100000000-7d688d7f7d7a804690a32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Fumarylacetoacetic acid 40V, Positive-QTOFsplash10-0006-9000000000-c0d2eba6487ff950c63d2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022817
KNApSAcK IDC00007599
Chemspider ID4444081
KEGG Compound IDC01061
BioCyc ID4-FUMARYL-ACETOACETATE
BiGG ID1485275
Wikipedia LinkFumarylacetoacetic_acid
METLIN ID6123
PubChem Compound5280398
PDB IDNot Available
ChEBI ID30907
Food Biomarker OntologyNot Available
VMH ID4FUMACAC
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Fumarylacetoacetase
General function:
Involved in fumarylacetoacetase activity
Specific function:
Not Available
Gene Name:
FAH
Uniprot ID:
P16930
Molecular weight:
46373.97
Reactions
4-Fumarylacetoacetic acid + Water → Acetoacetic acid + Fumaric aciddetails
Acetoacetic acid + Fumaric acid → 4-Fumarylacetoacetic acid + Waterdetails
Enzyme Details
2. Maleylacetoacetate isomerase
General function:
Involved in catalytic activity
Specific function:
Bifunctional enzyme showing minimal glutathione-conjugating activity with ethacrynic acid and 7-chloro-4-nitrobenz-2-oxa-1,3-diazole and maleylacetoacetate isomerase activity. Has also low glutathione peroxidase activity with T-butyl and cumene hydroperoxides. Is able to catalyze the glutathione dependent oxygenation of dichloroacetic acid to glyoxylic acid.
Gene Name:
GSTZ1
Uniprot ID:
O43708
Molecular weight:
17895.68
Reactions
Maleylacetoacetic acid → 4-Fumarylacetoacetic aciddetails